Synthesis of 4-thia-[6-13C] lysine from [2-13C] glycine: Access to site-directed isotopomers of 2-aminoethanol, 2-bromoethylamine and 4-thialysine

AN Maity, AC Shaikh, S Srimurugan, CJ Wu, C Chen…

Index: Maity, Amarendra Nath; Shaikh, Ajam C.; Srimurugan, Sankareswaran; Wu, Chi-Ju; Chen, Chinpiao; Ke, Shyue-Chu Amino Acids, 2012 , vol. 42, # 1 p. 309 - 315

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Citation Number: 4

Abstract

Abstract 4-Thialysine (S-(2-aminoethyl)-l-cysteine) is an analog of lysine. It has been used as an alternative substrate for lysine in enzymatic reactions. Site-directed isotopomers are often needed for elucidation of mechanism of reactions. 4-Thialysine can be synthesized by reacting cysteine with 2-bromoethylamine, an important reagent in chemical-modification rescue (CMR) of proteins. Here, we present the synthesis of 4-thia-[6-13 C] lysine, one of ...